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Ryan Gilbert has held various positions in the entertainment industry, with their most recent role as the Director of Operations at Broadway in Boston since 2019. Before that, they worked at BroadwayAcross America as a Contract Administrator and Engagement Settler from 2012 to 2019. Prior to that, they were an Associate Contract Administrator at Live Nation from 2006 to 2010, and an Operations Associate at Clear Channel Entertainment from 2003 to 2006.

Ryan Gilbert received a Bachelor of Arts degree in Theatre Literature, History, and Criticism from New England College, where they studied from 1996 to 1999. Subsequently, they pursued a Master of Fine Arts degree in Actors Studio Drama School at The New School, completing their studies from 1999 to 2002.